9-[4-羟基-3-(羟甲基)-丁基]-鸟嘌呤合成路线 (共 58 条)
反应条件
oxygen in water 2.5 h; cows' milk xanthine oxidase, pH 7; Yield given;
参考文献
Harnden, Michael R.; Jarvest, Richard L.; Boyd, Malcolm R.; Sutton, David; Hodge, R. Anthony Vere
Journal of Medicinal Chemistry, 1989 , vol. 32, # 8 p. 1738 - 1743
反应条件
1: potassium carbonate / dimethylformamide / 18 h / 40 °C 2: 98 percent / aq. HCl / 3 h / Heating View Scheme
参考文献
Brand, Briony; Reese, Colin B.; Song, Quanlai; Visintin, Cristina
Tetrahedron, 1999 , vol. 55, # 16 p. 5239 - 5252
反应条件
hydrogenchloride 2.5 h; Heating;
参考文献
Choudary; Geen; Grinter; MacBeath; Parratt
Nucleosides and Nucleotides, 1994 , vol. 13, # 4 p. 979 - 996
反应条件
1: 93 percent / potassium carbonate / dimethylsulfoxide / 1.5 h / 50 °C 2: 85 percent / NaBH4 / methanol; bis-(2-methoxy-ethyl) ether / 18 h / 50 °C 3: 96 percent / pyridine / 16 h / Ambient temperature 4: 98 percent / aq. HCl / 3 h / Heating View Scheme
参考文献
Brand, Briony; Reese, Colin B.; Song, Quanlai; Visintin, Cristina
Tetrahedron, 1999 , vol. 55, # 16 p. 5239 - 5252
反应条件
1: 85 percent / NaBH4 / methanol; bis-(2-methoxy-ethyl) ether / 18 h / 50 °C 2: 96 percent / pyridine / 16 h / Ambient temperature 3: 98 percent / aq. HCl / 3 h / Heating View Scheme
参考文献
Brand, Briony; Reese, Colin B.; Song, Quanlai; Visintin, Cristina
Tetrahedron, 1999 , vol. 55, # 16 p. 5239 - 5252
反应条件
1: 60 percent / K2CO3 / dimethylformamide / 16 h / Ambient temperature 2: 87 percent / HCl / 16 h / Ambient temperature 3: 57 percent / NaBH4, MeOH / 2-methyl-propan-2-ol / 1.75 h / Heating 4: 76 percent / aq. NaOH / 3 h / 90 °C View Scheme
参考文献
Choudary; Geen; Grinter; MacBeath; Parratt
Nucleosides and Nucleotides, 1994 , vol. 13, # 4 p. 979 - 996
反应条件
1.1: 83 percent / Dowex 50WX8-H(1+) resin / ethanol / 2 h / Heating 2.1: 99 percent / NEt3 / CH2Cl2 / 3 h / 0 - 20 °C 3.1: 47 percent / HCl / H2O; dioxane / 18 h / 20 °C 4.1: 95 percent / NEt3; DMAP; 3 Angstroem molecular sieves / acetonitrile / 1 h / 20 °C 5.1: bis(trimethylsilyl)acetamide / 1-methyl-pyrrolidin-2-one / 80 °C 5.2: 70 percent / TMSOTf / 1-methyl-pyrrolidin-2-one / 24 h / 0 °C 6.1: 87 percent / aq. NaOH / 3 h / 20 °C 7.1: 10 percent / DIBAL-H / tetrahydrofuran / 48 h / 20 °C View Scheme
参考文献
Geen, Graham R.; Kincey, Peter M.; Spoors, P. Grant
Tetrahedron Letters, 2001 , vol. 42, # 9 p. 1781 - 1784
反应条件
1.1: 94 percent / LiAlH4 / diethyl ether / 18 h / 20 °C 2.1: 83 percent / Dowex 50WX8-H(1+) resin / ethanol / 2 h / Heating 3.1: 99 percent / NEt3 / CH2Cl2 / 3 h / 0 - 20 °C 4.1: 47 percent / HCl / H2O; dioxane / 18 h / 20 °C 5.1: 95 percent / NEt3; DMAP; 3 Angstroem molecular sieves / acetonitrile / 1 h / 20 °C 6.1: bis(trimethylsilyl)acetamide / 1-methyl-pyrrolidin-2-one / 80 °C 6.2: 70 percent / TMSOTf / 1-methyl-pyrrolidin-2-one / 24 h / 0 °C 7.1: 87 percent / aq. NaOH / 3 h / 20 °C 8.1: 10 percent / DIBAL-H / tetrahydrofuran / 48 h / 20 °C View Scheme
参考文献
Geen, Graham R.; Kincey, Peter M.; Spoors, P. Grant
Tetrahedron Letters, 2001 , vol. 42, # 9 p. 1781 - 1784
反应条件
1.1: 99 percent / NEt3 / CH2Cl2 / 3 h / 0 - 20 °C 2.1: 47 percent / HCl / H2O; dioxane / 18 h / 20 °C 3.1: 95 percent / NEt3; DMAP; 3 Angstroem molecular sieves / acetonitrile / 1 h / 20 °C 4.1: bis(trimethylsilyl)acetamide / 1-methyl-pyrrolidin-2-one / 80 °C 4.2: 70 percent / TMSOTf / 1-methyl-pyrrolidin-2-one / 24 h / 0 °C 5.1: 87 percent / aq. NaOH / 3 h / 20 °C 6.1: 10 percent / DIBAL-H / tetrahydrofuran / 48 h / 20 °C View Scheme
参考文献
Geen, Graham R.; Kincey, Peter M.; Spoors, P. Grant
Tetrahedron Letters, 2001 , vol. 42, # 9 p. 1781 - 1784
反应条件
1.1: 95 percent / NEt3; DMAP; 3 Angstroem molecular sieves / acetonitrile / 1 h / 20 °C 2.1: bis(trimethylsilyl)acetamide / 1-methyl-pyrrolidin-2-one / 80 °C 2.2: 70 percent / TMSOTf / 1-methyl-pyrrolidin-2-one / 24 h / 0 °C 3.1: 87 percent / aq. NaOH / 3 h / 20 °C 4.1: 10 percent / DIBAL-H / tetrahydrofuran / 48 h / 20 °C View Scheme
参考文献
Geen, Graham R.; Kincey, Peter M.; Spoors, P. Grant
Tetrahedron Letters, 2001 , vol. 42, # 9 p. 1781 - 1784